Studies on Pyrimidine Derivatives. XXXII. Reaction of 4-Substituted 2,6-Dimethylpyrimidine 1-Oxides with Phosphoryl Chloride
The reaction of 2,6-dimethyl-4-phenylpyrimidine 1-oxide with phosphoryl chloride gave 4-chloromethyl-2-methyl-6-phenylpyrimidine exclusively.In contrast, 2,6-dimethyl-4-methoxy-pyrimidine 1-oxide and 2,6-dimethyl-4-dimethylaminopyrimidine 1-oxide reacted with the same reagent to give the corresponding 2-chloromethylpyrimidines predominantly.Keywords - pyrimidine N-oxide; chloromethylpyrimidine; phosphoryl chloride; siteselective reaction; substituent effect